Condominium - Rating 5 (18)

Modern 3BR Resort Condo with Pool near Disney


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 7 guests
Pets Allowed Pets Allowed

  • Location: Orlando, Florida
  • Type: Condominium
  • View: Downtown

Location Location

Description Description
Sunshine, smart tech, and resort-style amenities—this 3-bedroom, 2-bathroom condo is your perfect Orlando-area retreat. With space for up to 7 guests, themed bedrooms, and access to a pool, and fitness center, this home blends comfort and convenience just a short drive from Disney and Universal.

Relax, Unwind, and Recharge:
• Spacious open-plan living area with cozy seating & Smart TV
• High-speed WiFi, central A/C & in-suite laundry machines
• Private furnished balcony—great for coffee or evening drinks
• Dining area for 6 and fully equipped kitchen with granite countertops & stainless steel appliances

Sweet Dreams for the Whole Crew:
• Bedroom 1: King bed | Smart TV | Balcony access | Ensuite with soaker tub + separate shower
• Bedroom 2: Queen bed | Smart TV | Balcony access
• Bedroom 3: Minions-themed bunk room | Twin over Full bunk | Smart TV

2 Full Bathrooms:
• Primary ensuite: Spa-like bath with large soaker tub + standing shower
• Shared second bathroom with tub/shower combo

Resort-Style Perks:
• Outdoor pool
• Fitness center & sauna
• Game room with ping pong & mini basketball
• Secure building with free onsite parking beneath the unit

Location, Location, Location:
Tucked in the charming Winter Garden area, you're:
• ~5 miles from Walt Disney World
• ~17 miles from Universal Studios & SeaWorld
• ~2 miles from local dining, groceries & downtown Winter Garden shops

Guest Access & Parking:
• Full access to the entire suite + resort amenities
• Free onsite parking in the lot beneath the building
• Pet-friendly (just let us know in advance!)

Why Stay With Us?
We’ve hosted hundreds of happy guests and earned consistent 5-star reviews for our warm hospitality and spotless spaces. Whether you're here for family fun, a couple’s retreat, or a friends’ getaway, we’ve got you covered.

Like what you see? Save this listing to your wish list and start planning your Orlando escape today!

• For smooth and secure check-in, all guests must complete the Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is complete. Thank you for helping us ensure a seamless stay!

Pet Friendly:
Pets are welcome at our property. A maximum of two pets under 40 lbs each is permitted. A pet fee of $99 per pet applies and will be collected after booking.

Additional Services:
• Rent a Pack 'n play for $39 (one-time fee)
• Rent a highchair for $29 (one-time fee)

Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.



Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 $60 10 $90 11 $90 12
13 14 15 $63 16 17 18 19
20 $69 21 $69 22 $73 23 $73 24 25 26
27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
$86 4 $96 5 $85 6 $87 7 $88 8 $113 9 $122 10
$120 11 $98 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 $82 27 $88 28 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
$93 1 $81 2 $80 3 $83 4 5 6 7
8 9 $95 10 $101 11 $102 12 13 14
15 $80 16 $76 17 $77 18 19 20 21
$130 22 $108 23 $118 24 $144 25 $145 26 27 28
29 30          
December 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 $101 5
$87 6 $83 7 8 9 10 11 $105 12
$87 13 $86 14 $93 15 $94 16 $97 17 $134 18 $171 19
$257 20 $258 21 $258 22 $263 23 $283 24 $277 25 $279 26
$262 27 $262 28 $262 29 $262 30 $262 31    
January 2027
Su Mo Tu We Th Fr Sa
          $253 1 $202 2
$156 3 $141 4 $123 5 $131 6 $134 7 $128 8 $124 9
$99 10 $91 11 $87 12 $95 13 $101 14 $118 15 $121 16
$122 17 $97 18 $95 19 $85 20 $98 21 $106 22 $113 23
$111 24 $110 25 $112 26 $102 27 $99 28 $105 29 $115 30
$95 31            
February 2027
Su Mo Tu We Th Fr Sa
  $93 1 $91 2 $93 3 $112 4 $123 5 $126 6
$108 7 $108 8 $106 9 $103 10 $111 11 $213 12 $208 13
$203 14 $122 15 $107 16 $106 17 $113 18 $131 19 $121 20
$112 21 $111 22 $112 23 $124 24 $124 25 $127 26 $130 27
$122 28            
March 2027
Su Mo Tu We Th Fr Sa
  $132 1 $132 2 $128 3 $128 4 $135 5 $139 6
$119 7 $134 8 $137 9 $140 10 $137 11 $160 12 $160 13
$151 14 $154 15 $155 16 $155 17 $158 18 $162 19 $162 20
$162 21 $118 22 $112 23 $115 24 $171 25 $200 26 $200 27
$200 28 $146 29 $121 30 $119 31      
April 2027
Su Mo Tu We Th Fr Sa
        $185 1 $189 2 $189 3
$175 4 $160 5 $129 6 $106 7 $151 8 $151 9 $145 10
$140 11 $120 12 $124 13 $124 14 $138 15 $152 16 $149 17
$119 18 $146 19 $146 20 $200 21 $200 22 $200 23 $200 24
$200 25 $147 26 $147 27 $147 28 $170 29 $170 30  
May 2027
Su Mo Tu We Th Fr Sa
            $132 1
$133 2 $133 3 $133 4 $125 5 $132 6 $130 7 $129 8
$129 9 $129 10 $115 11 $115 12 $115 13 $123 14 $123 15
$124 16 $98 17 $103 18 $139 19 $139 20 $162 21 $125 22
$125 23 $105 24 $107 25 $107 26 $89 27 $123 28 $123 29
$120 30 $98 31          
June 2027
Su Mo Tu We Th Fr Sa
    $95 1 $95 2 $108 3 $108 4 $108 5
$107 6 $106 7 $107 8 $111 9 $115 10 $130 11 $130 12
$121 13 $121 14 $121 15 $121 16 $119 17 $122 18 $122 19
$124 20 $124 21 $124 22 $124 23 $128 24 $135 25 $139 26
$151 27 $158 28 $148 29 $146 30      
July 2027
Su Mo Tu We Th Fr Sa
        $159 1 $176 2 $172 3
$171 4 $160 5 $160 6 $168 7 $167 8 $170 9 $166 10
$161 11 $127 12 $125 13 $129 14 $136 15 $160 16 $146 17
$128 18 $119 19 $117 20 $120 21 $126 22 $156 23 $149 24
$150 25 $124 26 $122 27 $122 28 $124 29 $138 30 $137 31
August 2027
Su Mo Tu We Th Fr Sa
$139 1 $120 2 $118 3 $116 4 $117 5 $118 6 $118 7
$121 8 $112 9 $112 10 $117 11 $117 12 $117 13 $117 14
$111 15 $111 16 $110 17 $115 18 $113 19 $113 20 $113 21
$111 22 $110 23 $105 24 $105 25 $108 26 $108 27 $108 28
$105 29 $104 30 $103 31        
Swipe Swipe for Availability


Amenities 53 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Elevator
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • Refrigerator
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Single level home
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Outdoor pool
  • Swimming pool

Reviews Rating 5 (18) Reviews
Rating 5
Amazing, peaceful place to stay and closer to Disney parks. Lot of near by restaurants and shops that are open late in night.
Anonymous - Posted: 3/6/2026
Rating 5
Muy buena ubicación, cómodo y limpio
Anonymous - Posted: 2/27/2026
We are so happy to hear that you enjoyed our location and that you found the space comfortable and clean. We always strive to provide the best possible experience for our guests. We hope you had a wonderful time and that you will consider returning in the future. Thank you for your review!
Upstay staff
Posted: 3/4/2026
Rating 5
Great experience, would definitely recommended and stay again. Loved the size of the home, privacy and location
Anonymous - Posted: 2/17/2026
Thank you so much, Tony! 😊✨ We’re truly happy to know you had such a great experience. It means a lot that you’d recommend us and choose to stay again that’s the best compliment we can receive! 🙌🌟 We’d love to welcome you back anytime you’re in the area. Safe travels and see you next time! 🏡😊
Upstay staff
Posted: 2/18/2026
Rating 5
Good place close to Disney.
Anonymous - Posted: 2/1/2026
Thank you for your feedback, Leonard! We're glad to hear that you enjoyed our location and found it convenient for your Disney adventures. It’s always our goal to provide a comfortable stay for our guests. We hope to welcome you back for another visit soon!
Upstay staff
Posted: 2/4/2026
Rating 5
We stayed for just a few days, we only wanted a place to sleep because spent all day in the parks place was spacious and it met the expectations
Anonymous - Posted: 1/19/2026
Thank you for sharing your experience with us! We're glad to hear that our space met your expectations and provided a comfortable place to rest after your busy days at the parks. It sounds like you made the most of your time in Winter Garden, and we hope you had a fantastic time exploring. If you ever find yourselves back in the area, we would love to host you again!
Upstay staff
Posted: 1/21/2026
Rating 5
Great stay Great host Thank you for hosting us
Anonymous - Posted: 1/18/2026
We’re so glad to hear that you had a great stay! It was our pleasure to host you, and we appreciate your kind words. Thank you for choosing Upstay for your time in Winter Garden. We hope to welcome you back again soon!
Upstay staff
Posted: 1/21/2026
Rating 5
cómodas habitaciones
Anonymous - Posted: 1/11/2026
Rating 5
Excellent spot! Great host clear communication!
Anonymous - Posted: 1/5/2026
Thank you, Virginia! We're so glad to hear that you enjoyed your stay and found our communication clear. It was a pleasure hosting you, and we hope to welcome you back to Winter Garden in the future!
Upstay staff
Posted: 1/6/2026
Rating 5
The place was absolutely awesome and safe for my 3 grandkids. I would love to stay here again!
Anonymous - Posted: 12/30/2025
Thank you, Marcia! We're so glad to hear that you and your grandkids enjoyed your stay with us. Creating a safe and welcoming environment for families is our top priority, and it’s wonderful to know we hit the mark. We would love to host you all again in the future!
Upstay staff
Posted: 1/3/2026
Rating 5
Great location, responsive host with great recommendations, love the layout of the condo, easy parking, full kitchen and laundry
Anonymous - Posted: 12/24/2025
Thank you, Christina, for your wonderful feedback! We're delighted to hear that you enjoyed the layout of the condo and found the location convenient. It’s great to know that our recommendations were helpful during your stay. We strive to make everything as easy as possible for our guests, from parking to having a fully equipped kitchen and laundry. We hope to welcome you back for another stay soon!
Upstay staff
Posted: 1/3/2026
Rating 5
great place. clean located close to the parks and good restaurants. Great communication
Anonymous - Posted: 12/17/2025
Thank you, Nancy, for your wonderful feedback! We're delighted to hear that you enjoyed your stay at Upstay and found our location convenient for both the parks and nearby restaurants. It’s always our goal to provide a clean and welcoming environment, and we appreciate your kind words about our communication. We hope to welcome you back for another great experience in the future!
Upstay staff
Posted: 12/18/2025
Rating 5
Beautiful home
Anonymous - Posted: 11/27/2025
Thank you, Liz, for your kind words about our home! We’re delighted to hear that you found it beautiful. It was a pleasure hosting you, and we hope you enjoyed your time in Winter Garden. Your feedback inspires us to keep providing a wonderful experience for our guests. We would love to welcome you back anytime!
Upstay staff
Posted: 12/1/2025
Rating 5
the place was wonderful! definitely need a car to get around but the area is beautiful. super easy to check in. however, we did ask for extra towels but didn’t receive them. everything else was great!
Anonymous - Posted: 11/21/2025
Thank you for your kind words about our place! We're glad to hear you enjoyed the beauty of the area and found the check-in process easy. We apologize for the oversight regarding the extra towels; we strive to provide everything our guests need for a comfortable stay. Your feedback is invaluable, and we’ll make sure to address this for future guests. We hope to welcome you back soon!
Upstay staff
Posted: 11/23/2025
Rating 5
Would definitely stay again! Beautiful, quiet property and fast response times.
Anonymous - Posted: 10/21/2025
Thank you, Jaymie! We're so glad to hear that you enjoyed your stay at our property. It’s wonderful to know that you found the space beautiful and quiet, as we strive to create a peaceful retreat for our guests. We also appreciate your recognition of our quick response times; we believe that communication is key to a great experience. We would love to welcome you back anytime! The Upstay Family
Upstay staff
Posted: 10/26/2025
Rating 5
Wonderful place to stay would 100% stay again
Anonymous - Posted: 10/6/2025
Good Afternoon Jarquavius, Thank you for your kind words. We are pleased to hear you enjoyed your stay. We would absolutely love to rehost you in the near future. Have an excellent day!!!
Upstay staff
Posted: 10/7/2025
Rating 5
awsome stay
Anonymous - Posted: 8/22/2025
Thank you so much, Jatin 🫡
Upstay staff
Posted: 8/22/2025
Rating 5
Good stay , great location.
Anonymous - Posted: 8/15/2025
Rating 5
Amazing place to stay! Very responsive. I would love to stay again. Highly recommended! A
Anonymous - Posted: 8/2/2025
Thank you so much for the wonderful review! It truly means the world to me to hear that you had such a positive experience during your stay. I’m delighted that you found the place comfortable and that my responsiveness met your expectations. It would be an absolute pleasure to host you again anytime you’re in the area. Guests like you make hosting such a rewarding experience, and I truly appreciate you taking the time to share your feedback. Please don’t hesitate to reach out if you have any questions about future bookings or if there’s anything I can do to make your next stay even better. Thank you again for choosing to stay with me, and I hope to welcome you back soon! Warm regards, Luiz Cabral
Upstay staff
Posted: 8/3/2025
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